Sipping Through Stroudsburg: A Cozy November Wine Trail
As the Pocono Mountains settle into their quiet November rhythm, Stroudsburg, PA offers a flavorful escape for wine lovers, cider sippers, and craft beer enthusiasts alike. This charming town is home to a diverse lineup of tasting rooms and breweries—each with its own personality, story, and seasonal flair. Whether you're planning a weekend getaway or a relaxed afternoon stroll, here’s your guide to sipping through Stroudsburg this fall.
RAW Urban Winery & Hard Cidery
Start your journey at RAW, a bold and artsy urban winery with two tasting rooms—one on Main Street and another on Gypsum Road. Known for small-batch wines and gluten-free hard ciders infused with foraged herbs and organic flowers, RAW offers a sensory experience that’s as creative as it is delicious. Expect live music, local art, and a welcoming vibe that invites you to linger.
Next, step into a Viking-inspired world at Stonehaüs Meadery. Located on Main Street, this quirky spot serves up mead flights with adventurous flavors like jalapeño lime, pineapple mango, and seasonal pumpkin. Their cocktail menu includes playful creations like the “Mead-A-Rita,” and weekend visitors can enjoy live music and behind-the-scenes production tours.The Renegade Winery
Stroudsburg’s first urban winery, Renegade, is housed in the historic J.J. Newberry Department Store. It’s a community-driven space offering handcrafted wines, specialty cocktails, and local craft beers. With walk-in tastings, live music, and frequent wine release parties, Renegade is perfect for spontaneous sipping and socializing.
For a more rustic experience, head just outside town to Eagles Rest Cellars in Cherry Valley. Owned by Air Force veterans, this family-run winery sits on a scenic 200-acre farm and produces wines from northern grape varietals. Enjoy wine slushies, outdoor seating, and nearby hiking trails for a peaceful blend of nature and flavor.
Wrap up your wine trail at Tolino Vineyards’ cozy tasting room in Courthouse Square. Serving estate-grown wines, local beers, and PA-crafted cocktails, Tolino offers indoor and outdoor seating, live music on weekends, and curated pairings like cheese plates and chocolates. It’s the perfect spot to unwind and reflect on your flavorful journey.
Whether you're drawn to bold reds, floral meads, or hoppy brews, Stroudsburg’s beverage scene offers a rich tapestry of tastes and experiences. So grab a friend, bundle up, and toast to the season—one sip at a time.

